

A Bit of Optimism
Simon Sinek
My career is an accident. It started when I set out to rediscover my passion and reignite a spark I’d lost — and that journey led me to the work I do now.
If you know me from my books or my speaking, you know I’m fascinated by why people do what they do. What makes someone find joy and meaning in their life, or pursue something far greater than themselves?
I started A Bit of Optimism to explore those ideas and expand my own perspective. This podcast is a trove of honest conversations, with people who challenge me, teach me, or simply help me see things in a different way. Some guests are household names, and others you may be meeting for the first time. But each one of them has something to share that can help all of us grow.
So if you’re looking for a spark — some insight, inspiration, or just a reminder that good things are possible — join me on A Bit of Optimism!
Let’s grow together.
If you know me from my books or my speaking, you know I’m fascinated by why people do what they do. What makes someone find joy and meaning in their life, or pursue something far greater than themselves?
I started A Bit of Optimism to explore those ideas and expand my own perspective. This podcast is a trove of honest conversations, with people who challenge me, teach me, or simply help me see things in a different way. Some guests are household names, and others you may be meeting for the first time. But each one of them has something to share that can help all of us grow.
So if you’re looking for a spark — some insight, inspiration, or just a reminder that good things are possible — join me on A Bit of Optimism!
Let’s grow together.
Episodes
Mentioned books

51 snips
Jun 27, 2023 • 31min
Preparing for Change with Cassandra Worthy
Cassandra Worthy, an expert in change management and author of "Change Enthusiasm," shares her insights on navigating the emotional turmoil of change. She discusses how fear can signal opportunities for growth, drawing from her personal experiences with addiction and recovery. Worthy emphasizes the dangers of numbing emotions and advocates for proactive emotional readiness. With practical strategies, she encourages embracing discomfort and vulnerability to foster resilience, connection, and adaptability in both personal and professional realms.

24 snips
Jun 20, 2023 • 39min
Trust with Jimmy Wales
In this engaging conversation, Jimmy Wales, the founder of Wikipedia and a trailblazer in online information sharing, discusses the paradox of trust in today's media landscape. He highlights how Wikipedia maintains reliability through transparency and open editing, contrasting it with the pitfalls of advertising-driven social media. Wales explores the emotional and algorithmic dimensions of trust, emphasizing the importance of fact-based reporting. He also delves into the challenges posed by AI, encouraging a shift towards accountability in media consumption.

58 snips
Jun 13, 2023 • 31min
Life Worth Living with Miroslav Volf
Miroslav Volf, a Yale professor and theologian, dives deep into the essence of a fulfilling life. He critiques the conventional views of individualism, arguing for the vital role of community in our quest for self-actualization. Volf shares poignant stories, including a moving account of resilience amidst despair, illustrating how hope can thrive even in darkness. The conversation also highlights the transformative power of mutual support and the importance of cherishing the present in crafting a meaningful life.

26 snips
Jun 6, 2023 • 32min
Determination with Steven Pressfield
In this engaging conversation, Steven Pressfield, author of acclaimed works like The Legend of Bagger Vance and The War of Art, dives into the elusive nature of creative success. He introduces the idea of a muse as a crucial element alongside hard work, luck, and talent. Steven shares his winding path to authorship, emphasizing the balance between personal struggle and serendipity. He also explores rituals that invoke creativity and advocates for authenticity, illustrating how openness can create luck and unexpected opportunities.

15 snips
May 30, 2023 • 25min
Rewarding Kindness with Jimmy Darts
Jimmy Darts, a YouTuber known for rewarding kindness, shares his fascinating journey from prankster to philanthropist. He recounts a heartfelt moment when he offered $500 for a hug, leading to a genuine friendship with an older man. The conversation explores the profound impact of kindness on communities and innovative ways to inspire younger generations. Darts reflects on the nurturing influence of childhood experiences and shares his ambitious vision for spreading kindness through books and challenges, urging everyone to embrace positivity in daily life.

26 snips
May 23, 2023 • 34min
Love Without Judgment with Ana Kirova
Ana Kirova, CEO of Feeld, shares insights into the innovative dating app that promotes alternative relationships and self-acceptance. She discusses how modern love is less about finding 'The One' and more about growth and curiosity. The conversation delves into the importance of authenticity, exposing the illusions of safety in relationships, and the power of embracing one's true self. Kirova highlights how her journey shaped the app’s mission to create a judgment-free community that fosters deeper connections and personal fulfillment.

35 snips
May 16, 2023 • 30min
The Soul of an Idea with David Copperfield
David Copperfield, the most commercially successful magician in history, shares insights from his 40-year career captivating audiences worldwide. He discusses the importance of finding the 'soul' of an idea, which he believes is essential for creating meaningful performances. Copperfield reflects on the balance between creativity and resilience, drawing from personal experiences and the influence of historical magicians. He emphasizes the value of collaboration, emotional connection, and the role of storytelling in making magic resonate with people.

27 snips
May 9, 2023 • 50min
Molly's Game with Molly Bloom
Molly Bloom, a former high-stakes poker game organizer, shares her fascinating life story that inspired the film, 'Molly’s Game.' She reveals the thrilling journey from aspiring Olympic skier to running high-stakes games with celebrities and crime figures. Molly discusses the importance of accountability and the profound lessons learned from her choices. Listeners will find insights into personal growth, the art of hospitality in poker, and the significance of making ethical decisions in life and work.

16 snips
Apr 4, 2023 • 44min
The Courage of Compassion with Robin Steinberg
Robin Steinberg, a public defender and author of "The Courage of Compassion," shares her profound insights into the criminal justice system. She emphasizes the vital role of compassion in understanding clients accused of serious crimes, urging society to see beyond their worst actions. Steinberg discusses the failings of the cash bail system, advocating for reforms that consider the humanity of those affected. She calls for compassionate dialogue in social justice, highlighting how empathy can bridge divides and foster a more just society.

18 snips
Mar 28, 2023 • 26min
A Goofy Episode with Bill Farmer
Bill Farmer is a Disney Legend and prolific voice actor, famously voicing Goofy since 1987. He shares his journey from a shy child to an iconic voice, emphasizing the importance of resilience and humor. The conversation explores the impact beloved characters have on children, illustrating their magical role in brightening lives, especially in hospital settings. Bill also discusses the joy of blending classic literature with humor, making it accessible for younger audiences. His belief in selflessness as a path to fulfillment shines through throughout.